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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1965120Generated: October 25, 2026

2-Oxopropanethioamide → 6'-Bromo-5-methyl-5'',6''-dihydro-4''H-dispiro[imidazole-2,4'-chromene-2',3''-pyran]-4(3H)-thione

https://huagongshe.com/reaction/1965120

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-OxopropanethioamideHCID 20765237—
Reactant6-Bromo-5',6'-dihydro-4'H-spiro[chromene-2,3'-pyran]-4(3H)-imineHCID 67979335—
SolventAcetonitrileHCID 6342—
Product6'-Bromo-5-methyl-5'',6''-dihydro-4''H-dispiro[imidazole-2,4'-chromene-2',3''-pyran]-4(3H)-thioneHCID 86667276—

Reaction Steps

2-Oxopropanethioamide (Intermediate 2, 289 mg, 2.80 mmol) and 6-bromo-5′,6′-dihydro-4′H-spiro[chromene-2,3′-pyran]-4(3H)-imine (Example 45 Step 2, 331.4 mg, 1.12 mmol) were dissolved in acetonitrile (3 mL) and heated using MW for 20 min to 120° C. The solvent was evaporated under reduced pressure. The crude product was purified by flash chromatography using a gradient of 0-50% EtOAc in heptane but co-eluted with byproducts. The not completely pure product was used as a mixture in the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08415483B2
Source datasetuspto-grants-2013_04
ORD IDord-4422b735fa794b009f0f17267a4520cb
Source noteuspto-grants-2013_04